Bis(μ-N-benzyl-N-furfuryldithio-carbamato)-1:2κS,S':S';2:1κS,S':S'-bis-[(N-benzyl-N-furfuryldithio-carbamato-κS,S')cadmium].

In the centrosymmetric title compound, [Cd(2)(C(13)H(12)NOS(2))(4)], pairs of dithio-carbamate ligands exhibit different structural functions. Each of the terminal ligands is bidentately coordinated to one Cd(II) atom and forms a planar four-membered CS(2)Cd chelate ring, whereas pairs of the tridentate bridging ligands link two neighbouring Cd(II) atoms, forming extended eight-membered C(2)S(4)Cd(2) tricyclic units whose geometry can be approximated by a chair conformation. The coordination polyhedron of the Cd(II) atoms is a distorted square-pyramid. The five-membered furan ring and the benzene ring are disordered over two sets of sites with an occupancy ratio of 0.62 (8):0.38 (8).

Related literature

For related structures, see: Ivanov et al. (2006 ▶); Onwudiwe & Ajibade (2010 ▶); Yin et al. (2004 ▶). For the solid state structural chemistry of group XII 1,1-dithiol­ates, see: Tiekink (2003 ▶). Metal dithio­carbamate complexes can act as single source precursors in the synthesis of novel metal sulfide nanomaterials, see: Ajibade et al. (2011 ▶); Bera et al. (2010 ▶); Thomas et al. (2011 ▶). For the effect of organic substituents on the deposition temperature and deposition mechanisms, see: Pickett & O’Brien (2001 ▶).

Experimental

Crystal data

[Cd2(C13H12NOS2)4]

M = 1274.22

Monoclinic,

a = 10.7922 (3) Å

b = 14.7253 (6) Å

c = 16.9352 (6) Å

β = 97.383 (3)°

V = 2669.00 (16) Å3

Z = 2

Mo Kα radiation

μ = 1.16 mm−1

T = 298 K

0.3 × 0.2 × 0.2 mm

Data collection

Oxford Diffraction Xcalibur Sapphire3 diffractometer

Absorption correction: multi-scan (CrysAlis RED; Oxford Diffraction, 2007 ▶) T min = 0.976, T max = 1.000

25547 measured reflections

5392 independent reflections

4546 reflections with I > 2σ(I)

R int = 0.022

Refinement

R[F 2 > 2σ(F 2)] = 0.029

wR(F 2) = 0.067

S = 1.04

5392 reflections

337 parameters

50 restraints

H-atom parameters constrained

Δρmax = 0.46 e Å−3

Δρmin = −0.28 e Å−3

Data collection: CrysAlis PRO (Oxford Diffraction, 2007 ▶); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEP-3 (Farrugia, 1997 ▶); software used to prepare material for publication: PLATON (Spek, 2009) ▶ and PARST (Nardelli, 1995 ▶).

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536811051348/nc2254sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536811051348/nc2254Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[Cd2(C13H12NOS2)4]	F(000) = 1288
Mr = 1274.22	Dx = 1.586 Mg m−3
Monoclinic, P21/n	Melting point: 419 K
Hall symbol: -P 2yn	Mo Kα radiation, λ = 0.71073 Å
a = 10.7922 (3) Å	Cell parameters from 12062 reflections
b = 14.7253 (6) Å	θ = 3.2–26.3°
c = 16.9352 (6) Å	µ = 1.16 mm−1
β = 97.383 (3)°	T = 298 K
V = 2669.00 (16) Å3	Block, light brown
Z = 2	0.3 × 0.2 × 0.2 mm

Oxford Diffraction Xcalibur Sapphire3 diffractometer	5392 independent reflections
Radiation source: fine-focus sealed tube	4546 reflections with I > 2σ(I)
graphite	Rint = 0.022
Detector resolution: 16.1049 pixels mm-1	θmax = 26.4°, θmin = 3.2°
ω scans	h = −13→13
Absorption correction: multi-scan (CrysAlis RED; Oxford Diffraction, 2007)	k = −18→17
Tmin = 0.976, Tmax = 1.000	l = −21→20
25547 measured reflections

Refinement on F2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.029	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.067	H-atom parameters constrained
S = 1.04	w = 1/[σ2(Fo2) + (0.0273P)2 + 1.097P] where P = (Fo2 + 2Fc2)/3
5392 reflections	(Δ/σ)max = 0.001
337 parameters	Δρmax = 0.46 e Å−3
50 restraints	Δρmin = −0.28 e Å−3

Experimental. CrysAlis PRO, Oxford Diffraction Ltd., Version 1.171.34.40 (release 27–08-2010 CrysAlis171. NET) (compiled Aug 27 2010,11:50:40) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.?

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.

Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

	x	y	z	Uiso*/Ueq	Occ. (<1)
Cd1	0.670295 (16)	0.028510 (14)	0.522299 (11)	0.06295 (8)
S1	0.88674 (6)	0.07350 (5)	0.59816 (4)	0.06729 (18)
S2	0.81187 (6)	−0.11058 (5)	0.53613 (4)	0.06472 (17)
S3	0.59547 (7)	0.17993 (5)	0.45861 (4)	0.0771 (2)
S4	0.50106 (6)	0.00655 (4)	0.38421 (4)	0.05548 (15)
C1	0.9192 (2)	−0.03999 (17)	0.59042 (13)	0.0524 (5)
N2	1.02666 (17)	−0.07420 (14)	0.62640 (11)	0.0550 (5)
C3	1.0579 (3)	−0.17180 (19)	0.62477 (17)	0.0728 (7)
H31	0.9843	−0.2053	0.6024	0.087*
H32	1.1218	−0.1807	0.5901	0.087*
C4	1.1031 (3)	−0.20907 (18)	0.70417 (17)	0.0672 (7)
O5	1.0175 (2)	−0.21963 (15)	0.75623 (14)	0.0909 (6)
C6	1.0816 (5)	−0.2554 (2)	0.8242 (2)	0.1140 (13)
H6	1.0457	−0.2696	0.8697	0.137*
C7	1.1996 (5)	−0.2669 (3)	0.8169 (3)	0.1199 (14)
H7	1.2611	−0.2902	0.8550	0.144*
C8	1.2153 (3)	−0.2363 (2)	0.7378 (2)	0.0991 (11)
H8	1.2892	−0.2356	0.7149	0.119*
C9	1.1264 (2)	−0.01506 (18)	0.66416 (15)	0.0599 (6)
H91	1.1190	0.0436	0.6380	0.072*
H92	1.2062	−0.0408	0.6553	0.072*
C10	1.1270 (2)	−0.00068 (16)	0.75214 (14)	0.0532 (5)
C11	1.0226 (3)	−0.01013 (18)	0.79009 (16)	0.0637 (6)
H11	0.9473	−0.0273	0.7610	0.076*
C12	1.0282 (3)	0.0055 (2)	0.87086 (19)	0.0818 (9)
H12	0.9576	−0.0032	0.8962	0.098*
C13	1.1369 (4)	0.0336 (3)	0.9134 (2)	0.0993 (11)
H13	1.1405	0.0451	0.9677	0.119*
C14	1.2398 (4)	0.0447 (3)	0.8763 (2)	0.1085 (12)
H14	1.3138	0.0649	0.9052	0.130*
C15	1.2363 (3)	0.0266 (2)	0.79688 (19)	0.0826 (9)
H15	1.3086	0.0328	0.7728	0.099*
C16	0.4963 (2)	0.12557 (17)	0.38686 (13)	0.0542 (6)
N17	0.42190 (17)	0.17205 (13)	0.33298 (11)	0.0534 (5)
C18	0.3283 (2)	0.12900 (18)	0.27374 (13)	0.0570 (6)
H18A	0.2465	0.1543	0.2783	0.068*
H18B	0.3253	0.0644	0.2843	0.068*
C19	0.3587 (2)	0.14361 (17)	0.19195 (14)	0.0577 (6)
O20	0.4689 (6)	0.1278 (6)	0.1716 (3)	0.098 (2)	0.62
C21	0.4628 (9)	0.1535 (6)	0.0916 (4)	0.127 (3)	0.62
H21	0.5309	0.1576	0.0634	0.152*	0.62
C22	0.3435 (12)	0.1714 (7)	0.0617 (5)	0.146 (6)	0.62
H22	0.3134	0.1856	0.0092	0.175*	0.62
C23	0.2689 (5)	0.1636 (4)	0.1307 (3)	0.0649 (16)*	0.62
H23	0.1833	0.1706	0.1313	0.078*	0.62
C26'	0.4898 (17)	0.1293 (13)	0.1865 (9)	0.078 (5)*	0.38
H26'	0.5460	0.1139	0.2308	0.094*	0.38
C27'	0.5280 (10)	0.1396 (9)	0.1110 (7)	0.089 (4)*	0.38
H27'	0.6104	0.1285	0.1034	0.107*	0.38
C28'	0.4457 (9)	0.1654 (8)	0.0511 (7)	0.092 (4)*	0.38
H28'	0.4719	0.1681	0.0010	0.110*	0.38
C29'	0.3347 (10)	0.1865 (11)	0.0564 (8)	0.074 (4)*	0.38
H29'	0.2810	0.2061	0.0123	0.089*	0.38
C30'	0.2989 (8)	0.1800 (6)	0.1242 (5)	0.056 (2)*	0.38
H30'	0.2201	0.2037	0.1282	0.067*	0.38
C24	0.4277 (2)	0.27224 (17)	0.32614 (15)	0.0608 (6)*
H24A	0.4322	0.2881	0.2710	0.073*
H24B	0.5036	0.2938	0.3575	0.073*
C25	0.3191 (2)	0.31939 (17)	0.35312 (15)	0.0596 (6)
C26	0.3238 (6)	0.3228 (5)	0.4336 (4)	0.0671 (15)	0.62
H26	0.3874	0.2960	0.4681	0.081*	0.62
C27	0.2212 (6)	0.3718 (4)	0.4610 (3)	0.0777 (14)	0.62
H27	0.2166	0.3785	0.5151	0.093*	0.62
C28	0.1301 (7)	0.4085 (5)	0.4051 (4)	0.0790 (17)	0.62
H28	0.0653	0.4403	0.4236	0.095*	0.62
C29	0.1289 (7)	0.4014 (5)	0.3283 (5)	0.076 (2)	0.62
H29	0.0668	0.4288	0.2931	0.091*	0.62
C30	0.2188 (8)	0.3541 (6)	0.3026 (5)	0.070 (3)*	0.62
H30	0.2151	0.3433	0.2482	0.084*	0.62
O20'	0.2870 (11)	0.3447 (8)	0.4318 (7)	0.116 (4)*	0.38
C21'	0.1741 (16)	0.3940 (15)	0.4210 (11)	0.118 (8)*	0.38
H21'	0.1307	0.4173	0.4605	0.141*	0.38
C22'	0.143 (2)	0.400 (2)	0.3427 (12)	0.168 (12)*	0.38
H22'	0.0695	0.4277	0.3192	0.202*	0.38
C23'	0.2357 (12)	0.3591 (9)	0.2969 (7)	0.061 (4)*	0.38
H23'	0.2369	0.3602	0.2421	0.073*	0.38

	U11	U22	U33	U12	U13	U23
Cd1	0.04729 (11)	0.07969 (15)	0.06005 (12)	−0.00253 (9)	−0.00010 (8)	0.01815 (9)
S1	0.0565 (4)	0.0598 (4)	0.0811 (5)	−0.0032 (3)	−0.0080 (3)	0.0110 (3)
S2	0.0555 (3)	0.0749 (4)	0.0621 (4)	−0.0052 (3)	0.0016 (3)	−0.0080 (3)
S3	0.0778 (5)	0.0687 (4)	0.0755 (5)	−0.0147 (4)	−0.0255 (4)	0.0130 (3)
S4	0.0529 (3)	0.0606 (4)	0.0525 (3)	0.0008 (3)	0.0049 (3)	0.0080 (3)
C1	0.0465 (12)	0.0664 (15)	0.0452 (12)	−0.0041 (11)	0.0098 (9)	0.0064 (10)
N2	0.0491 (10)	0.0646 (13)	0.0506 (11)	0.0028 (9)	0.0035 (8)	−0.0021 (9)
C3	0.0701 (17)	0.0738 (18)	0.0729 (18)	0.0165 (14)	0.0038 (13)	−0.0170 (14)
C4	0.0653 (16)	0.0570 (15)	0.0790 (18)	0.0081 (13)	0.0074 (14)	−0.0039 (13)
O5	0.0887 (14)	0.0842 (14)	0.1023 (17)	−0.0057 (12)	0.0218 (13)	0.0044 (13)
C6	0.169 (4)	0.074 (2)	0.100 (3)	0.003 (3)	0.020 (3)	0.025 (2)
C7	0.144 (4)	0.086 (3)	0.119 (3)	0.031 (3)	−0.024 (3)	0.020 (2)
C8	0.078 (2)	0.097 (2)	0.119 (3)	0.0280 (19)	−0.0005 (19)	0.014 (2)
C9	0.0426 (12)	0.0744 (17)	0.0618 (15)	−0.0023 (11)	0.0036 (10)	0.0039 (12)
C10	0.0508 (13)	0.0499 (13)	0.0572 (14)	0.0050 (10)	0.0001 (11)	0.0042 (10)
C11	0.0641 (16)	0.0651 (16)	0.0622 (16)	0.0047 (13)	0.0093 (12)	−0.0003 (12)
C12	0.104 (2)	0.0724 (19)	0.0727 (19)	0.0168 (17)	0.0251 (18)	0.0034 (15)
C13	0.131 (3)	0.103 (3)	0.0619 (19)	0.016 (2)	0.003 (2)	−0.0065 (17)
C14	0.102 (3)	0.139 (3)	0.077 (2)	−0.011 (2)	−0.017 (2)	−0.017 (2)
C15	0.0620 (17)	0.108 (2)	0.075 (2)	−0.0077 (16)	−0.0048 (14)	−0.0061 (17)
C16	0.0465 (12)	0.0640 (15)	0.0519 (13)	−0.0065 (11)	0.0055 (10)	0.0094 (11)
N17	0.0505 (10)	0.0560 (11)	0.0518 (11)	−0.0042 (9)	−0.0014 (8)	0.0112 (9)
C18	0.0475 (12)	0.0655 (15)	0.0556 (14)	−0.0041 (11)	−0.0032 (10)	0.0065 (11)
C19	0.0644 (15)	0.0539 (14)	0.0535 (13)	0.0033 (12)	0.0022 (11)	0.0052 (11)
O20	0.075 (3)	0.159 (5)	0.062 (3)	0.004 (3)	0.018 (3)	−0.005 (3)
C21	0.169 (10)	0.149 (8)	0.077 (5)	−0.033 (8)	0.070 (6)	−0.020 (5)
C22	0.307 (17)	0.075 (5)	0.045 (3)	0.031 (6)	−0.025 (5)	0.016 (3)
C25	0.0688 (15)	0.0532 (14)	0.0565 (15)	−0.0112 (12)	0.0068 (12)	0.0050 (11)
C26	0.069 (3)	0.068 (3)	0.070 (3)	0.003 (3)	0.026 (3)	0.000 (2)
C27	0.078 (3)	0.078 (3)	0.083 (4)	0.003 (3)	0.035 (3)	−0.012 (3)
C28	0.082 (4)	0.062 (3)	0.096 (5)	0.009 (3)	0.020 (4)	−0.002 (3)
C29	0.059 (3)	0.053 (3)	0.114 (5)	0.016 (2)	0.002 (3)	0.006 (3)

Cd1—S2	2.5479 (7)	C18—H18B	0.9700
Cd1—S3	2.5618 (8)	C19—O20	1.300 (7)
Cd1—S1	2.6028 (7)	C19—C30'	1.353 (8)
Cd1—S4i	2.6355 (6)	C19—C23	1.358 (6)
Cd1—S4	2.7949 (6)	C19—C26'	1.445 (19)
S1—C1	1.716 (3)	O20—C21	1.400 (9)
S2—C1	1.730 (2)	C21—C22	1.347 (12)
S3—C16	1.711 (2)	C21—H21	0.9300
S4—C16	1.754 (3)	C22—C23	1.507 (11)
S4—Cd1i	2.6355 (6)	C22—H22	0.9300
C1—N2	1.337 (3)	C23—H23	0.9300
N2—C9	1.466 (3)	C26'—C27'	1.400 (15)
N2—C3	1.477 (3)	C26'—H26'	0.9300
C3—C4	1.476 (4)	C27'—C28'	1.316 (13)
C3—H31	0.9700	C27'—H27'	0.9300
C3—H32	0.9700	C28'—C29'	1.252 (13)
C4—C8	1.333 (4)	C28'—H28'	0.9300
C4—O5	1.365 (3)	C29'—C30'	1.260 (12)
O5—C6	1.369 (4)	C29'—H29'	0.9300
C6—C7	1.306 (6)	C30'—H30'	0.9300
C6—H6	0.9300	C24—C25	1.483 (4)
C7—C8	1.443 (5)	C24—H24A	0.9700
C7—H7	0.9300	C24—H24B	0.9700
C8—H8	0.9300	C25—C23'	1.356 (13)
C9—C10	1.504 (3)	C25—C26	1.359 (6)
C9—H91	0.9700	C25—C30	1.388 (8)
C9—H92	0.9700	C25—O20'	1.468 (14)
C10—C11	1.374 (4)	C26—C27	1.446 (9)
C10—C15	1.378 (4)	C26—H26	0.9300
C11—C12	1.381 (4)	C27—C28	1.384 (11)
C11—H11	0.9300	C27—H27	0.9300
C12—C13	1.359 (5)	C28—C29	1.303 (9)
C12—H12	0.9300	C28—H28	0.9300
C13—C14	1.355 (5)	C29—C30	1.314 (9)
C13—H13	0.9300	C29—H29	0.9300
C14—C15	1.366 (5)	C30—H30	0.9300
C14—H14	0.9300	O20'—C21'	1.410 (14)
C15—H15	0.9300	C21'—C22'	1.330 (16)
C16—N17	1.325 (3)	C21'—H21'	0.9300
N17—C18	1.473 (3)	C22'—C23'	1.475 (17)
N17—C24	1.482 (3)	C22'—H22'	0.9300
C18—C19	1.480 (3)	C23'—H23'	0.9300
C18—H18A	0.9700
S2—Cd1—S3	153.02 (3)	O20—C19—C30'	101.5 (5)
S2—Cd1—S1	70.71 (2)	O20—C19—C23	115.1 (4)
S3—Cd1—S1	101.57 (2)	C30'—C19—C23	18.3 (4)
S2—Cd1—S4i	104.24 (2)	O20—C19—C26'	11.8 (8)
S3—Cd1—S4i	102.47 (2)	C30'—C19—C26'	111.6 (7)
S1—Cd1—S4i	114.07 (2)	C23—C19—C26'	126.3 (7)
S2—Cd1—S4	107.67 (2)	O20—C19—C18	122.8 (3)
S3—Cd1—S4	67.15 (2)	C30'—C19—C18	135.4 (4)
S1—Cd1—S4	153.00 (2)	C23—C19—C18	121.6 (3)
S4i—Cd1—S4	92.662 (19)	C26'—C19—C18	112.1 (6)
C1—S1—Cd1	83.88 (8)	C19—O20—C21	106.1 (6)
C1—S2—Cd1	85.33 (8)	C22—C21—O20	109.9 (7)
C16—S3—Cd1	91.52 (9)	C22—C21—H21	125.0
C16—S4—Cd1i	98.92 (8)	O20—C21—H21	125.0
C16—S4—Cd1	83.18 (8)	C21—C22—C23	105.8 (6)
Cd1i—S4—Cd1	87.338 (19)	C21—C22—H22	127.1
N2—C1—S1	120.37 (18)	C23—C22—H22	127.1
N2—C1—S2	119.87 (19)	C19—C23—C22	102.0 (5)
S1—C1—S2	119.76 (13)	C19—C23—H23	129.0
C1—N2—C9	121.3 (2)	C22—C23—H23	129.0
C1—N2—C3	123.0 (2)	C27'—C26'—C19	116.6 (12)
C9—N2—C3	115.4 (2)	C27'—C26'—H26'	121.7
C4—C3—N2	113.2 (2)	C19—C26'—H26'	121.7
C4—C3—H31	108.9	C28'—C27'—C26'	119.1 (12)
N2—C3—H31	108.9	C28'—C27'—H27'	120.4
C4—C3—H32	108.9	C26'—C27'—H27'	120.4
N2—C3—H32	108.9	C29'—C28'—C27'	125.0 (11)
H31—C3—H32	107.7	C29'—C28'—H28'	117.5
C8—C4—O5	110.0 (3)	C27'—C28'—H28'	117.5
C8—C4—C3	132.6 (3)	C28'—C29'—C30'	117.0 (12)
O5—C4—C3	117.4 (2)	C28'—C29'—H29'	121.5
C4—O5—C6	106.0 (3)	C30'—C29'—H29'	121.5
C7—C6—O5	111.4 (4)	C29'—C30'—C19	129.3 (9)
C7—C6—H6	124.3	C29'—C30'—H30'	115.3
O5—C6—H6	124.3	C19—C30'—H30'	115.3
C6—C7—C8	106.2 (3)	N17—C24—C25	113.5 (2)
C6—C7—H7	126.9	N17—C24—H24A	108.9
C8—C7—H7	126.9	C25—C24—H24A	108.9
C4—C8—C7	106.4 (3)	N17—C24—H24B	108.9
C4—C8—H8	126.8	C25—C24—H24B	108.9
C7—C8—H8	126.8	H24A—C24—H24B	107.7
N2—C9—C10	115.2 (2)	C23'—C25—C26	128.6 (6)
N2—C9—H91	108.5	C23'—C25—C30	9.5 (8)
C10—C9—H91	108.5	C26—C25—C30	122.0 (5)
N2—C9—H92	108.5	C23'—C25—O20'	108.3 (7)
C10—C9—H92	108.5	C26—C25—O20'	20.3 (5)
H91—C9—H92	107.5	C30—C25—O20'	102.1 (6)
C11—C10—C15	117.9 (3)	C23'—C25—C24	117.7 (6)
C11—C10—C9	123.4 (2)	C26—C25—C24	113.4 (4)
C15—C10—C9	118.7 (2)	C30—C25—C24	124.5 (4)
C10—C11—C12	120.8 (3)	O20'—C25—C24	133.4 (5)
C10—C11—H11	119.6	C25—C26—C27	114.1 (6)
C12—C11—H11	119.6	C25—C26—H26	122.9
C13—C12—C11	120.1 (3)	C27—C26—H26	122.9
C13—C12—H12	120.0	C28—C27—C26	118.8 (5)
C11—C12—H12	120.0	C28—C27—H27	120.6
C14—C13—C12	119.5 (3)	C26—C27—H27	120.6
C14—C13—H13	120.2	C29—C28—C27	124.5 (6)
C12—C13—H13	120.2	C29—C28—H28	117.7
C13—C14—C15	120.9 (3)	C27—C28—H28	117.7
C13—C14—H14	119.6	C28—C29—C30	117.4 (7)
C15—C14—H14	119.6	C28—C29—H29	121.3
C14—C15—C10	120.8 (3)	C30—C29—H29	121.3
C14—C15—H15	119.6	C29—C30—C25	122.8 (7)
C10—C15—H15	119.6	C29—C30—H30	118.6
N17—C16—S3	121.03 (19)	C25—C30—H30	118.6
N17—C16—S4	121.03 (18)	C21'—O20'—C25	108.3 (10)
S3—C16—S4	117.88 (13)	C22'—C21'—O20'	105.7 (15)
C16—N17—C18	123.3 (2)	C22'—C21'—H21'	127.2
C16—N17—C24	122.7 (2)	O20'—C21'—H21'	127.2
C18—N17—C24	114.03 (18)	C21'—C22'—C23'	113.1 (15)
N17—C18—C19	111.06 (19)	C21'—C22'—H22'	123.5
N17—C18—H18A	109.4	C23'—C22'—H22'	123.5
C19—C18—H18A	109.4	C25—C23'—C22'	104.1 (11)
N17—C18—H18B	109.4	C25—C23'—H23'	127.9
C19—C18—H18B	109.4	C22'—C23'—H23'	127.9
H18A—C18—H18B	108.0